That was over 26 years ago in 1996.
Today he is 55, and has starred in 69 movies in total, 57 since Happy Gilmore was released.
In Happy Gilmore, I think Adam Sandler looks:
Happy Gilmore scores 6.5 out of 10 on The Movie Database.
Adam Sandler's first acting role was as 'Schecky Moskowitz' in Going Overboard, released in 1989 when he was 22.